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All costs related to illegal activities such as gambling are not deductible, even those incurred during business hours and for client entertainment. The same applies to all legal fines or penalties imposed by authorities, such as parking tickets.
Nondeductible taxes You may not deduct certain taxes and fees on Schedule A, including but not limited to: Federal income taxes. Social security taxes. Transfer taxes (such as taxes imposed on the sale of property).
The 10 Most Overlooked Tax Deductions State sales taxes. Reinvested dividends. Out-of-pocket charitable contributions. Student loan interest paid by you or someone else. Moving expenses. Child and Dependent Care Credit. Earned Income Tax Credit (EITC) State tax you paid last spring.
A pledged or promised donation is not deductible, only money that is actually given. Money spent on fundraisers such as bingo games or raffles are not deductible. Cash donations without a receipt cannot be deducted. Cash donations greater than $250 must also be documented with a letter from the organization.
Cash donations Donations to social clubs, certain foreign organizations, groups run for personal profit, political groups, or any dues for country clubs are not eligible for a tax deduction.
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Any money you contribute to a traditional IRA that you do not deduct on your tax return is a nondeductible contribution. You still must report these contributions on your return, and you use Form 8606 to do so.
What taxes CANNOT be deducted on a Schedule A? Federal income taxes. Social Security taxes, Medicare. Stamp taxes or transfer taxes on the sale of property. Homeowners association fees. Estate and inheritance taxes. Service charges for water, sewer, or trash collection.
Generally, you can only deduct charitable contributions if you itemize deductions on Schedule A (Form 1040), Itemized Deductions. Gifts to individuals are not deductible. Only qualified organizations are eligible to receive tax deductible contributions.

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